تفاعل #1509653
ord-0aa1cb5c8d2c48a5b5b79c12fef42d4b
معادلة التفاعل
4-(2-(2-chloro-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol
thianaphthene-3-boronic acid
Cs2CO3
1,3-bis(2,4,6-trimethylphenyl) imidazolium chloride
→
title compound
4-(2-(2-(benzo[b]thiophen-3-yl)-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol
المتفاعلات
الكواشف
ظروف التفاعل
درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.
المعالجة
- 1أخرىThe flask was evacuated
- 2workup.ADDITIONwas added
- 3أخرىThe flask was sealed
- 4تركيزThe reaction mixture was concentrated
- 5أخرىpurified directly by column chromatography on silica gel
- 6غسيلeluting with hexane/EtOAc (20:1 to 1:4)
الإجراء التجريبي
A flame-dried schlenk flask was charged with 4-(2-(2-chloro-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol (0.62 mmol), thianaphthene-3-boronic acid (0.94 mmol), pd2(dba)3 (0.062 mmol), Cs2CO3 (1.25 mmol) and 1,3-bis(2,4,6-trimethylphenyl) imidazolium chloride (0.125 mmol). The flask was evacuated and backfilled with N2 and anhydrous 1,4-dioxane (2 mL) was added. The flask was sealed and the reaction mixture was stirred at 80° C. for 24 hours. The reaction mixture was concentrated and purified directly by column chromatography on silica gel, eluting with hexane/EtOAc (20:1 to 1:4) to afford the title compound as a yellowish solid.